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Merck

I6758

IPTG

≥99% (TLC), ≤0.1% Dioxane

Synonym(s):

Isopropyl β-D-1-thiogalactopyranoside, IPTG, Isopropyl β-D-thiogalactoside

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About This Item

Empirical Formula (Hill Notation):
C9H18O5S
CAS Number:
Molecular Weight:
238.30
UNSPSC Code:
12352201
NACRES:
NA.31
PubChem Substance ID:
EC Number:
206-703-0
Beilstein/REAXYS Number:
4631
MDL number:
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biological source

synthetic

description

non-ionic

assay

≥99% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

≤0.1% Dioxane

color

white to off-white

useful pH range

5-7 (50 g/L)

mp

105  °C ((221 °F))

solubility

water: 0.05 g/L, clear

application(s)

cell analysis
life science and biopharma

storage temp.

2-8°C

SMILES string

CC(C)S[C@@H]1OC(CO)[C@H](O)C(O)[C@H]1O

InChI

1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3/t5-,6+,7+,8-,9+/m1/s1

InChI key

BPHPUYQFMNQIOC-NXRLNHOXSA-N

General description

Isopropyl β-D-Thiogalactopyranoside (IPTG) is a molecular biology reagent used to induce gene expression in bacterial systems. It mimics lactose, binding to the lac repressor protein, leading to gene activation. IPTG is crucial for studying gene regulation, protein expression, and recombinant protein production, providing valuable insights into cellular and molecular biology research.

Application

IPTG has been used:

  • in the induction of protein expression in Lactobacillus reuteri GroEL and mutants
  • in the induction of protein expression in Escherichia coli
IPTG is commonly used in cloning procedures that require induction of β-galactosidase activity. It is used in conjunction with X-Gal or Bluo-Gal in blue-white selection of recombinant bacterial colonies that induce expression of the lac operon in Escherichia coli. IPTG functions by binding to the lacI repressor and altering its conformation, which prevents the repression of the β-galactosidase coding gene lacZ.

Biochem/physiol Actions

IPTG is a non-metabolizable analog of allolactose. It acts as an inducer that regulates the transcriptional activity of the lac promoter, a promoter that is used for the expression of the protein in E.coli.

Preparation Note

A stock solution (0.1 M) is prepared by dissolving IPTG in water with subsequent sterile filtration of the solution. The final concentration of IPTG in indicator plates should be 0.2 mM.

Other Notes

For additional information on our range of Biochemicals, please complete this form.
Non-metabolizable galactose analog.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.


pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Notified Names

ishl_notified



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Protocols

General protocols for growth of competent cells in microbial medium.

Articles

コンピテントセルの増殖とその形質転換(DNAの取込み)の一般的なプロトコル。

General protocols for growth of competent cells and their transformation (uptake of DNA).


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Cancer prevention research (Philadelphia, Pa.), 8(8), 729-736 (2015-05-21)
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